Elymoclavine

Title: Elymoclavine
CAS Registry Number: 548-43-6
CAS Name: 8,9-Didehydro-6-methylergoline-8-methanol
Molecular Formula: C16H18N2O
Molecular Weight: 254.33
Percent Composition: C 75.56%, H 7.13%, N 11.01%, O 6.29%
Literature References: An ergot alkaloid obtained from cultures of fungi parasitic on Elymus mollis Trin.: Abe et al., US 2835675 (1958). Found in fungi parasitic on Pennisetum typhoideum Rich.: Stoll et al., Helv. Chim. Acta 37, 1815 (1954). Structure and stereochemistry: Schreier, Helv. Chim. Acta 41, 1984 (1958). Biosyntheses utilizing Claviceps cultures: Naidoo et al., Chem. Commun. 1970, 472; Ogunlana et al., ibid. 775; Seiler et al., ibid. 1394; Cavender, Anderson, Biochim. Biophys. Acta 208, 345 (1970).
Properties: Monoclinic prisms from methanol, 248-252° (dec). [a]D20 -59° (c = 0.1 in ethanol) (Abe); [a]D20 -152° (c = 0.9 in pyridine) (Stoll). uv max: 227, 283, 293 nm (log e 4.31, 3.84, 3.76). Fairly sol in water with alkaline reaction. Sol in pyridine; very slightly sol in organic solvents.
Optical Rotation: [a]D20 -59° (c = 0.1 in ethanol) (Abe); [a]D20 -152° (c = 0.9 in pyridine) (Stoll)
Absorption maximum: uv max: 227, 283, 293 nm (log e 4.31, 3.84, 3.76)
Emamectin Embelin Embramine Emepronium Bromide Emetine

Elymoclavine
Elymoclavine.svg
Identifiers
CAS number 548-43-6
PubChem 440904
ChemSpider 389734
Jmol-3D images Image 1
Properties
Molecular formula C16H18N2O
Molar mass 254.327
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Elymoclavine is an ergot alkaloid (ergoline alkaloid). It can be produced from C. fusiformis from Pennisetum typhoideum. It is a precursor in the biosynthesis of D-(+)-lysergic acid. Ergot alkaloids are natural products derived from L-tryptophan. They are often toxic for humans and animals. Despite that they are also well known for their pharmacological activities.[1][2]